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Eicosapentaenoyl Ethanolamide

Product Name
Eicosapentaenoyl Ethanolamide
CAS No.
109001-03-8
Chemical Name
Eicosapentaenoyl Ethanolamide
Synonyms
EPEA;Eicosapentaenoyl Ethanolamide;Eicosapentaenoyl Ethanolamide(solution in ethanol);5(Z),8(Z),11(Z),14(Z),17(Z)-Eicosapentaenoyl Ethanolamide;N-(2-hydroxyethyl)-5(Z),8(Z),11(Z),14(Z),17(Z)-eicosapentaenamide;(5Z,8Z,11Z,14Z,17Z)-N-(2-hydroxyethyl)icosa-5,8,11,14,17-pentaenamide;(5Z,8Z,11Z,14Z,17Z)-N-(2-Hydroxyethyl)-5,8,11,14,17-eicosapentaenamide;5,8,11,14,17-Eicosapentaenamide, N-(2-hydroxyethyl)-, (5Z,8Z,11Z,14Z,17Z)-
CBNumber
CB42590909
Molecular Formula
C22H35NO2
Formula Weight
345.52
MOL File
109001-03-8.mol
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Eicosapentaenoyl Ethanolamide Property

Boiling point:
522.5±50.0 °C(Predicted)
Density 
0.951±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
form 
oil
pka
14.48±0.10(Predicted)
color 
colorless to yellow
InChIKey
OVKKNJPJQKTXIT-JLNKQSITSA-N
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(=O)NCCO
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Safety

WGK Germany 
3
Storage Class
10 - Combustible liquids
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0384
Product name
Eicosapentaenoyl ethanolamide
Purity
5mg/mL in absolute ethanol, ≥98% (HPLC)
Packaging
5mg
Price
$87.6
Updated
2025/07/31
Cayman Chemical
Product number
10964
Product name
Eicosapentaenoyl Ethanolamide
Purity
≥98%
Packaging
5mg
Price
$62
Updated
2024/03/01
Cayman Chemical
Product number
10964
Product name
Eicosapentaenoyl Ethanolamide
Purity
≥98%
Packaging
10mg
Price
$115
Updated
2024/03/01
Cayman Chemical
Product number
10964
Product name
Eicosapentaenoyl Ethanolamide
Purity
≥98%
Packaging
50mg
Price
$477
Updated
2024/03/01
Cayman Chemical
Product number
10964
Product name
Eicosapentaenoyl Ethanolamide
Purity
≥98%
Packaging
100mg
Price
$834
Updated
2024/03/01
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Eicosapentaenoyl Ethanolamide Chemical Properties,Usage,Production

Uses

Eicosapentaenoyl Ethanolamide inhibits dietary-restriction-induced lifespan extension in wild type and TOR pathway mutant nematodes.

Definition

ChEBI: (5Z,8Z,11Z,14Z,17Z)-icosapentaenoylethanolamine is an N-acylethanolamine 20:5 that is the ethanolamide of (5Z,8Z,11Z,14Z17Z)-eicosapentaenoic acid. It has a role as a PPARgamma agonist. It is an endocannabinoid and a N-acylethanolamine 20:5. It is functionally related to an all-cis-5,8,11,14,17-icosapentaenoic acid.

Biological Activity

Eicosapentaenoyl ethanolamide (EPEA) is a lipid mediator th at has been found to suppress lifespan extension resulting from dietary restriction in C. elegans and also to have antiproliferative and anti-inflammatory actions. In C. elegans, it is believed to act as a metabolic signal th at couples nutrient availability with growth and lifespan. EPEA is a member of the N-acylethanolamines (NAEs), lipid-derived signaling molecules th at include the mammalian endocannabinoid arachidonoyl ethanolamide (AEA). In mammals, NAEs are believed to act primarily through cannabinoid receptors, although they can also interact with a variety of other targets, and EPEA has been shown to act as a CB1 and CB2 receptor agonist. However, C. elegans does not possess clear orthologues of the mammalian cannabinoid receptors which suggests th at there are unidentified NAE receptors in nematodes th at are possibly conserved mediators of NAE signaling.

IC 50

CB1; CB2

Eicosapentaenoyl Ethanolamide Preparation Products And Raw materials

Raw materials

Preparation Products

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Eicosapentaenoyl Ethanolamide Suppliers

Yichang Zhongyitai Trading Co., Ltd.
Tel
0717-6449896 13886658719
Fax
0717-6558598
Email
root@zhongyitai.com
Country
China
ProdList
1978
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Alfa Chemistry
Tel
1-516-6625404
Fax
1-516-927-0118
Email
support@alfa-chemistry.com
Country
United States
ProdList
9171
Advantage
60
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
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Tianjin Kailiqi Biotechnology Co., Ltd.
Tel
15076683720
Fax
022-23754520
Email
klq@cw-bio.com
Country
China
ProdList
9377
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Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
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6777
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11218
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Energy Chemical
Tel
021-58432009 400-005-6266
Fax
021-58436166
Email
marketing1@energy-chemical.com
Country
China
ProdList
44894
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MedBioPharmaceutical Technology Inc
Tel
021-69568360 18916172912
Email
order@med-bio.cn
Country
China
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Nantong Hi-Future Biotechnology Co., Ltd
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18051384581
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sales@chemhifuture.com
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China
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amyjet
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4006800868;027-59626688 18371453821;18771149750
Email
sales@amyjet.com
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China
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109001-03-8, Eicosapentaenoyl EthanolamideRelated Search:


  • Eicosapentaenoyl Ethanolamide
  • (5Z,8Z,11Z,14Z,17Z)-N-(2-Hydroxyethyl)-5,8,11,14,17-eicosapentaenamide
  • EPEA
  • (5Z,8Z,11Z,14Z,17Z)-N-(2-hydroxyethyl)icosa-5,8,11,14,17-pentaenamide
  • 5,8,11,14,17-Eicosapentaenamide, N-(2-hydroxyethyl)-, (5Z,8Z,11Z,14Z,17Z)-
  • N-(2-hydroxyethyl)-5(Z),8(Z),11(Z),14(Z),17(Z)-eicosapentaenamide
  • 5(Z),8(Z),11(Z),14(Z),17(Z)-Eicosapentaenoyl Ethanolamide
  • Eicosapentaenoyl Ethanolamide(solution in ethanol)
  • 109001-03-8